Codimerization of acetylenes and allyl halides by Pd-benzonitrile complexes

✍ Scribed by Kiyotomi Kaneda; Fumiaki Kawamoto; Yuzo Fujiwara; Toshinobu Imanaka; Shiichiro Teranishi

• Book ID: 104234738
• Publisher: Elsevier Science
• Year: 1974
• Tongue: French
• Weight: 209 KB
• Volume: 15
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)82408-4

✦ Synopsis

The oligomerization of olefins or acetylenes using transition metal compounds has been thoroughly examined.

Little is known, however, concerning the cooligomerization of acetylenes and monoolefins. l,2) In the case of palladium catalysts, only one example of cooligomerization has been reported.

Mushak and

Battiste observed that diphenylacetylene reacted with terminal olefins such as ethylene, propylene, and butene to give the.conjugated dienes of 2:l adducts.c'

In this communication, we wish to report the catalytic codimerization of acetylenes and ally1 halides in the presence of palladium-benzonitrile complexes to 1,4-pentadiene derivatives under mild conditions. This reaction seems to be useful in one-step procedure for the synthesis of variously substituted 1,4pentadienes. 3) R-i_C=C-R2